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Synthesis 1987; 1987(1): 55-56
DOI: 10.1055/s-1987-27842
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Mild Selective Deoxygenation of Amine Oxides by Tin-Tin Bonded Derivatives

Bernard Jousseaume* , Evelyne Chanson
  • *Laboratoire de Chimie Organique et Organométallique, UA 35, Université de Bordeaux I 351, cours de la Libération, F 33405 Talence Cedex, France
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Publication Date:
20 August 2002 (online)

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A new method of deoxygenation of amine oxides with tin reagents is proposed. It utilizes the reductive properties of the tin-tin bond in hexabutyldistannane or 1,2-dichlorotetrabutyldistannane. Oxides of tertiary amines are reduced into amines by hexabutyldistannane in high yields, whereas pyridine N-oxides react cleanly with 1,2-dichlorotetrabutyldistannane to give the corresponding pyridines. These reactions occur under mild conditions and are very selective.

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